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Cyclosporin C (CAS 59787-61-0)

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Alternate Names:
Thr2-cyclosporin A; 7-L-Threonine-cyclosporin A; Thr2-cyclosporine; Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-threonyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl]; (3R,4R)-3-Hydroxy-N-methyl-5-[(E)-1-propenyl]-cyclo(L-Leu-L-Thr-Sar-N-methyl-L-Leu-L-Val-N-methyl-L-Leu-L-Ala-D-Ala-N-methyl-L-Leu-N-methyl-L-Leu-N-methyl-L-Val-); WF-3484
Application:
Cyclosporin C is an immunosuppressive cyclic polypeptide drug commonly used post-transplant to prevent graft rejection from the cytotoxic effects of T-cells
CAS Number:
59787-61-0
Purity:
≥95%
Molecular Weight:
1218.61
Molecular Formula:
C62H111N11O13
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Cyclosporin C, identified by the CAS number 59787-61-0, is a cyclic polypeptide that consists of 11 amino acids, similar in structure to its more commonly known analog, cyclosporin A. This compound is derived from the fungus Tolypocladium inflatum and is part of a family of cyclosporins known for their potent biological activities. Cyclosporin C functions primarily through a mechanism involving the inhibition of calcineurin, a critical phosphatase enzyme in the signaling pathways of numerous cells. By binding to the cytosolic protein cyclophilin, cyclosporin C forms a complex that can then interact with and inhibit calcineurin. This inhibition disrupts the translocation of nuclear factor of activated T-cells (NFAT), a transcription factor essential for the activation of certain genes in cells. In the realm of research, cyclosporin C has been employed in studies focused on understanding immune response mechanisms, particularly those related to the activation and regulation of T-cells. It has also been useful in investigations into the pathways involved in inflammatory responses and certain autoimmune conditions. Additionally, the distinctive impact of cyclosporin C on calcineurin has made it a valuable tool in cellular and molecular biology research, aiding in the exploration of intracellular signaling pathways and gene expression regulation mechanisms. This research contributes significantly to the broader understanding of cellular communication and the potential modulation of these pathways in various biological contexts.


Cyclosporin C (CAS 59787-61-0) References

  1. Pseudoprolines (psiPro) in drug design: direct insertion of psiPro systems into cyclosporin C.  |  Keller, M., et al. 2000. Chemistry. 6: 4358-63. PMID: 11140965
  2. Identification of cyclosporin C from Amphichorda felina using a Cryptococcus neoformans differential temperature sensitivity assay.  |  Xu, L., et al. 2018. Appl Microbiol Biotechnol. 102: 2337-2350. PMID: 29396588
  3. Dosage, timing, and route of administration of cyclosporin A and nonimmunosuppressive derivatives of dihydrocyclosporin A and cyclosporin C against Schistosoma mansoni in vivo and in vitro.  |  Chappell, LH., et al. 1987. Antimicrob Agents Chemother. 31: 1567-71. PMID: 3435104
  4. Lethal and Sublethal Toxicity Assessment of Cyclosporin C (a Fungal Toxin) against Plutella xylostella (L.).  |  Wu, J., et al. 2022. Toxins (Basel). 14: PMID: 36006176
  5. Enzymatic synthesis of cyclosporin A.  |  Billich, A. and Zocher, R. 1987. J Biol Chem. 262: 17258-9. PMID: 3693349
  6. Cis-trans isomerization in cyclosporin C dissolved in acetonitrile.  |  Minnullina, GA., et al. 2023. Biochem Biophys Res Commun. 683: 149102. PMID: 37857163
  7. Identification of the immunophilins capable of mediating inhibition of signal transduction by cyclosporin A and FK506: roles of calcineurin binding and cellular location.  |  Bram, RJ., et al. 1993. Mol Cell Biol. 13: 4760-9. PMID: 7687744
  8. Monitoring cyclosporine by HPLC with cyclosporin C as internal standard.  |  Jones, PM. and Brune, K. 1993. Clin Chem. 39: 168. PMID: 8419048
  9. Tachykinin antagonists screening from microbial origin.  |  Hayashi, K., et al. 1996. J Antibiot (Tokyo). 49: 110-2. PMID: 8609076
  10. Cyclosporin C is the main antifungal compound produced by Acremonium luzulae.  |  Moussaïf, M., et al. 1997. Appl Environ Microbiol. 63: 1739-43. PMID: 9143111

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cyclosporin C, 1 mg

sc-203012
1 mg
$51.00

Cyclosporin C, 5 mg

sc-203012A
5 mg
$210.00

Your website states that cyclosporine C is available; do you have any of the other cyclosporine-related compounds. For example, isocyclosporine, cyclosporine B, L, G, etc.?

Asked by: Slughorn
Thank you for your question. Yes, we do offer these related compounds. Please see the product catalog numbers and names below for additional information. sc-3503 - Cyclosporin A sc-204701 - Cyclosporin B sc-204702 - Cyclosporin D sc-203013 - Cyclosporin H sc-362028 - Isocyclosporin A
Answered by: Technical Support
Date published: 2019-01-15
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Rated 5 out of 5 by from Moussaif et alMoussaif et al. (PubMed ID 9143111) found that Cyclosporin C showed broad-spectrum activity against filamentous phytopathogenic fungi. -SCBT Publication Review
Date published: 2015-04-12
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Cyclosporin C is rated 5.0 out of 5 by 1.
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